A student wants to convert 4-nitrotoluene into 4-aminobenzoic acid using the following two-step synthetic route.
Step 1: 4-nitrotoluene + hot alkaline → compound A Step 2: compound A + Sn / concentrated HCl → 4-aminobenzoic acid
Explain the type of reaction and reagents for each step, and discuss why carrying out the steps in the order shown is preferable to the reverse order. Suggest one possible by-product if the reverse order were attempted.